Crystal structure of tolyl-fluanid

Area of Science:

• Crystallography
• Fungicide Chemistry
• Organic Chemistry

Background:

• The title compound, N-[(di-chloro-fluoro-methyl)-sulfanyl]-N',N'-dimethyl-N-p-tolyl-sulfamide, is a recognized fungicide.
• Understanding the molecular and crystal structure of fungicides is crucial for developing new agrochemicals.

Purpose of the Study:

• To elucidate the detailed crystal structure of the title fungicide.
• To analyze the molecular conformation and intermolecular interactions within the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the crystal structure.
• Analysis of bond lengths, bond angles, dihedral angles, and hydrogen bonding interactions.

Main Results:

• The dihedral angle between the dimethylamino group and the benzene ring was determined to be 32.3(3)°.
• Disorder was observed for one Cl and one F atom in the dichloro-fluoro-methyl-thio group (occupancy ratio 0.605:0.395).
• The crystal structure features C-H⋯Cl hydrogen bonds forming dimers and C-H⋯O hydrogen bonds forming chains, ultimately creating sheets in the ab plane.

Conclusions:

• The crystal structure provides insights into the solid-state arrangement of this fungicide.
• The observed hydrogen bonding network influences the packing and stability of the molecule in the crystal.
• This structural information can aid in structure-activity relationship studies for fungicide development.